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1,465 Houses
Price per night from
$182
Price per night from
$172
NEW TO MARKET- Private Pool, SPA, WIFI, Grill and Centrally Located to Sarasota
Tallevast house
3 bedrooms / 3 bathrooms / sleeps 7
Price per night from
$232
Responds fast! avg. 53 minutes
Price per night from
$148
NEW TO MARKET- WIFI, Private Pool, Dock, Lido Key and Siesta Key Beaches, Close
Tallevast house
3 bedrooms / 2 bathrooms / sleeps 8
Price per night from
$189
Responds fast! avg. 53 minutes
Price per night from
$95
Responds fast! avg. 53 minutes
Price per night from
$99
NEW TO MARKET- Private Pool, WIFI, Grill, and Centrally Located to Sarasota or B
Tallevast house
3 bedrooms / 2 bathrooms / sleeps 6
Price per night from
$229
Great rentals within 20 miles that match your search
Siesta Key - 2bdrm on the beach - amazing views!!
Siesta Key condo
2 bedrooms / 2 bathrooms / sleeps 5
“Escape from reality” We had an amazing vacation. Accommodations were great and very comfortable. Breakfast on the lanai and sunset fishing on the beach were 2 of our families favorite things to do. You also have the bay right behind you where you can kayak or paddle board. The community was quiet which was prefect for our getaway. We will definitely be staying here again.
Responds fast! avg. 2 hours 50 minutes
Price per night from
$466
Responds fast! avg. 2 hours 37 minutes
Price per night from
$109
Responds fast! avg. 3 hours 23 minutes
Price per night from
$214
Price per night from
$95
“Awesome stay” We had a great stay at this property. We were there for my wife graduation our family and us loved it and will rent this property again.
Price per night from
$271
Price per night from
$458
Spectacular Beach House With GulfView Only Steps to a Pristine Beach
Holmes Beach house
3 bedrooms / 3 bathrooms / sleeps 6
Price per night from
$687
“Excellent” Our stay at 4638 Runabout way was amazing. We loved that the house was very nice, spacious, and clean for my family and I. We loved swimming in the pool everyday. The service was excellent all around. We would definitely stay there again.
Responds fast! avg. 2 hours 22 minutes
Price per night from
$172
Five star Downtown Sarasota tropical garden Cottage
Sarasota house
2 bedrooms / 1 bathroom / sleeps 4
“Paradise Found in Downtown Sarasota” Absolutely charming, fully redone/ upgraded bungalow close to everything Sarasota has to offer. This was the third year running my wife & I have stayed at the wonderful home located minutes from Sarasota's best beaches, restaurants & shopping. We fully intend to return again next year! The two bedroom home is in pristine condition. Beautifully decorated, lovely hardwood flooring throughout with a fully stocked (appliances, crockery, pots/pans, cutlery, etc...) kitchen & renovated bathroom. Everything you need is provided, just arrive & settle-in. A huge projection screen in the living room, should you want to have an at-home movie night (rental Dvd's a 5-minute walk away @ Publix). There's also a regular flat-screen TV in the living room, as well as a wall-mounted TV in the bedroom. The backyard is, personally, my favourite part of the home. A screen-in lanai to eat in & a beautifully manicured backyard to relax in under the tiki hut or under the palm trees. There are a few seating areas throughout the backyard. Find the space you like the best, sit-back & relax with a cool cocktail- very civilized & very beautiful. You'll feel like you're in the Caribbean, not Florida in this backyard. Maureen & Pat, your hosts who, very conveniently, live right next door have provided everything you need, including all the beach chairs, umbrellas, beach towels, etc...to take along with you to Sarasota's beautiful beaches. Maureen has also provided tons of literature about the area in the house- restaurant menus, local mags, maps- everything. Maureen & Pat are always happy to suggest restaurants, beaches, shopping, golf, etc. They know Sarasota well, are friendly & happy to help in any way they can to ensure you have a wonderful stay. My wife & I can honestly say we love this property, have encountered no negatives about the place in three years of week-long stays & look-forward to our time there each year. We recommend this lovely home to everyone.
Responds fast! avg. 3 hours 22 minutes
Price per night from
$144
“Beautiful little cottage” We stayed at this lovely little cottage on Siesta Key mid-April. The cottage is very nice, with all the amenities, even a washer/dryer for extended stays. It's cozy, with high ceilings, a nice bathroom and kitchen/living room. The bed seemed a little small (only a double), but it was very comfortable. The wireless internet was not working when we were there, which was a little frustrating. There is a beautiful pool and nice garden areas. The private beach was also very nice. All of the staff and the owner were extremely pleasant and welcoming. We enjoyed our time there.
Price per night from
$532
Peaceful Haven on Siesta Key with Beach Access
Siesta Key apartment
2 bedrooms / 2 bathrooms / sleeps 6
“Tropical paradise! Perfect condo for family vacay!” Midnight Cove II is perfectly situated in the center of Siesta Key! The Village is just a short drive north and Turtle Beach is an equally short drive south. It is within walking distance of many restaurants, shops and attractions. Beach access is just a short walk across the street. The grounds are well-maintained and the staff is super friendly and helpful. Great pool area, too! I will definitely be back.
Price per night from
$128
New 'Paradise Cove' Steps to beach & fishing Dock incl pole beach cart umbrella
Bradenton Beach apartment
1 bedroom / 1 bathroom / sleeps 3
“Great Family Fun!” Thank you for the use of your wonderful condo. We really enjoyed our week on Bradenton Beach. There was plenty of things to do for our family of five (three teenagers). Everyone was happy shopping, sightseeing and just relaxing on the many beaches in the area. The condo offered the luxury of feeling like a home instead of a hotel. Being able to do laundry (swimsuit and towels) was an added bonus. We will definately be coming back in the near future.
Price per night from
$308
2-Unit Beach to Bay Cottage...NOT Grandma's place!...100 feet to beach!
Bradenton Beach cottage
3 bedrooms / 2 bathrooms / sleeps 8
“Perfect Beach House” We loved the quaint little duplex. The house was clean and ready for us when we arrived. Tim was a dream to work with. The A/C one of the units went out while we were there, and he had someone there first thing to take care of it. We will definitely be looking to rent from Tim again in the future.
Price per night from
$164
Price per night from
$249
Luxury Condominium at Siesta Dunes Beachside Pool Hot Tub Tennis Sun Deck
Sarasota apartment
2 bedrooms / 2 bathrooms / sleeps 4
“Very comfortable lodgings” Loads of extras in this unit. Well cared for, updated very nicely. Disappointed that the large deck was taken out of service, possibly for a year! It seems to me that usage could have been sustained by posting signs that caution all users to wear appropriate foot-ware on the deck at all times, and to avoid running or playing on the deck. Also the deck restoration could be tackled section by section so as to retain the use by all tenants and owners.
Responds fast! avg. 2 hours 0 minutes
Price per night from
$277
Price per night from
$304
Lovely oceanview house, steps to the beach
Bradenton Beach house
3 bedrooms / 3 bathrooms / sleeps 6
“Fantastic house” The house looks really great on the pictures. After a long flight I opened the front door and I feel really happy. It is absolutly gorgeous. The house is much, much better than on the great pictures. Very clean, everything you need is here. Very lovely decorated. And when I wake up after the first night and get on the balkony with my coffee - I get a breathtaking view of the ocean. THIS is a fantastic vacation house. I looked at so many houses on VRBO. Finally I take the perfect one. In much better condition than the other houses around. You can't compare the other houses with their old stuff with this house. This house is like brand new! I recommend it to everybody. It is worth every cent. We definitly come back.
Price per night from
$229
“Great place” We couldn't have a better time. The condo had everything you could possibly need for cooking, or going to the pool and beach. The condo is a 3 minute walk to the beach, and the weather was perfect. Village is a 5 minute drive and the restaurants were perfect for a family. Definitely coming back!
Responds fast! avg. 1 hour 22 minutes
Price per night from
$228
Excellent Location - Gulf/Beach View - Siesta Key
Siesta Key apartment
2 bedrooms / 2 bathrooms / sleeps 5
Responds fast! avg. 2 hours 39 minutes
Price per night from
$344
Luxury Romantic Oceanfront Siesta Beach Condo #304
Siesta Key apartment
1 bedroom / 1 bathroom / sleeps 4
“What a View!” This is a very nicely decorated 1 bedroom and bath on Siesta Key Beach. You have an unobstructed view of the beach the minute you look into the condo. There's a great view from the bedroom as well! Very easy walk fo the beach..chairs and umbrella provided as well as all the amenities of home. We'd stay here again!
Responds fast! avg. 3 hours 53 minutes
Price per night from
$184
A Pearl of a Beach Home - now with luxury Saltwater heated pool and hot tub
Holmes Beach house
3 bedrooms / 3 bathrooms / sleeps 6
“out standing place to stay” I would/will stay here again when we come back down. Everything is top notch and the home has everything you need. We enjoyed the pool and hot tube, used it every night. Mike and Lesley are very easy to work with and do anything to make things go smoothly.
Responds fast! avg. 1 hour 31 minutes
Price per night from
$476
2 MINUTE WALK TO SIESTA BEACH!! (really) 1 MINUTE TO POOL. GREAT VALUE!!!
Siesta Key apartment
2 bedrooms / 1 bathroom / sleeps 5
“Happy Customer” We had an amazing time. The owners were so nice & made us feel so welcomed. I couldnt have been happier with our stay & we look forward to staying there again soon when life slows back down. Highly recommend this home♡
Responds fast! avg. 1 hour 18 minutes
Price per night from
$252
“Nice and easy to get around” You have a wonderful neighbor. I was able to access all the amenities you described. Navigated through out the area with ease.
Price per night from
$103
Private Studio Apartment - Separate, Private Entrance - Walk to Siesta Village
Siesta Key apartment
/ 1 bathroom / sleeps 2
“gracious and spacious” Lovely home and great location to walk throughout Siesta Key Village and the beautiful sands of the beach!! We were able to have everyone together for a great vacation.
Responds fast! avg. 1 hour 27 minutes
Price per night from
$125
Siesta Key 2 Bedroom 1 Bath Modern/Contemporary Decor Apartment
Siesta Key apartment
2 bedrooms / 1 bathroom / sleeps 5
“Amazing!” I stayed here with my husband and we had a great time! We were in Orlando visiting family and we decided to arrange some us time. The condo was excellent and very clean! Kathy and her husband were very informative, respond quickly,and available when we needed them. What was great was that we had all beach items available to us and were very useful. We were in close proximity to everything and the beach and restaurants were great! Everyone in the area was very friendly and my husband and I want to definitely come back!
Responds fast! avg. 26 minutes
Price per night from
$201
Siesta Key- Beach Chic Retreat, Siesta Key 3 Bedroom 2 Bath Apartment
Siesta Key apartment
3 bedrooms / 2 bathrooms / sleeps 7
“This was the definition of home away from home” great value for your money...very cozy, with lots of new upgrades. Easy access to the beach and restaurants.
Responds fast! avg. 26 minutes
Price per night from
$286
“Great place for a family Stay” We stayed for 5 days in June. Very clean and comfortble close to the beach and quiet. Excellent experience. We left some items there and they were even shipped to us promptly.
Responds fast! avg. 2 hours 6 minutes
Price per night from
$206
AnnaMariaIsland a Paradise. MINUMIM RENTAL 2 WEEKS
Bradenton Beach apartment
2 bedrooms / 2 bathrooms / sleeps 5
Price per night from
$172